CN1082985C - Method of reducing yellowing of waterborne road marking paints and composition used therein - Google Patents
Method of reducing yellowing of waterborne road marking paints and composition used therein Download PDFInfo
- Publication number
- CN1082985C CN1082985C CN96108764A CN96108764A CN1082985C CN 1082985 C CN1082985 C CN 1082985C CN 96108764 A CN96108764 A CN 96108764A CN 96108764 A CN96108764 A CN 96108764A CN 1082985 C CN1082985 C CN 1082985C
- Authority
- CN
- China
- Prior art keywords
- acid
- alkali metal
- metal salt
- ammonium
- road marking
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000003973 paint Substances 0.000 title claims abstract description 33
- 239000000203 mixture Substances 0.000 title abstract description 19
- 238000000034 method Methods 0.000 title abstract description 14
- 238000004383 yellowing Methods 0.000 title abstract description 9
- -1 iron ions Chemical class 0.000 claims abstract description 51
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 31
- 229910052742 iron Inorganic materials 0.000 claims abstract description 19
- 239000000049 pigment Substances 0.000 claims abstract description 18
- 239000002270 dispersing agent Substances 0.000 claims abstract description 10
- 239000002738 chelating agent Substances 0.000 claims abstract description 5
- 239000004922 lacquer Substances 0.000 claims description 35
- 239000003352 sequestering agent Substances 0.000 claims description 27
- 239000000178 monomer Substances 0.000 claims description 23
- 229910052783 alkali metal Inorganic materials 0.000 claims description 19
- 239000000126 substance Substances 0.000 claims description 11
- 150000001412 amines Chemical class 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 8
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 5
- 239000006185 dispersion Substances 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- 230000004048 modification Effects 0.000 claims description 5
- 238000012986 modification Methods 0.000 claims description 5
- 239000012463 white pigment Substances 0.000 claims description 5
- 239000002585 base Substances 0.000 claims description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 4
- 150000003009 phosphonic acids Chemical class 0.000 claims description 3
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical compound NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 claims description 3
- FLCAEMBIQVZWIF-UHFFFAOYSA-N 6-(dimethylamino)-2-methylhex-2-enamide Chemical group CN(C)CCCC=C(C)C(N)=O FLCAEMBIQVZWIF-UHFFFAOYSA-N 0.000 claims description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 2
- UEZVMMHDMIWARA-UHFFFAOYSA-N Metaphosphoric acid Chemical compound OP(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-N 0.000 claims description 2
- ZJAOAACCNHFJAH-UHFFFAOYSA-N phosphonoformic acid Chemical class OC(=O)P(O)(O)=O ZJAOAACCNHFJAH-UHFFFAOYSA-N 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 2
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 7
- PQDKOKTULASSPO-UHFFFAOYSA-N 2-(1,3-oxazolidin-2-yl)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC1NCCO1 PQDKOKTULASSPO-UHFFFAOYSA-N 0.000 claims 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims 1
- 230000007928 solubilization Effects 0.000 claims 1
- 238000005063 solubilization Methods 0.000 claims 1
- 150000002506 iron compounds Chemical class 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 27
- 206010023126 Jaundice Diseases 0.000 description 18
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 14
- 238000000576 coating method Methods 0.000 description 14
- 239000011248 coating agent Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 150000003863 ammonium salts Chemical class 0.000 description 11
- 239000011324 bead Substances 0.000 description 10
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 9
- 238000010186 staining Methods 0.000 description 9
- 239000012986 chain transfer agent Substances 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 239000004408 titanium dioxide Substances 0.000 description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- LDHQCZJRKDOVOX-UHFFFAOYSA-N 2-butenoic acid Chemical compound CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 230000014509 gene expression Effects 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 241001441571 Hiodontidae Species 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 2
- 229920000388 Polyphosphate Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 230000004075 alteration Effects 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L calcium carbonate Substances [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 239000008199 coating composition Substances 0.000 description 2
- 239000013530 defoamer Substances 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical class CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 239000003550 marker Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 239000001205 polyphosphate Substances 0.000 description 2
- 235000011176 polyphosphates Nutrition 0.000 description 2
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 2
- 239000010420 shell particle Substances 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- VKZRWSNIWNFCIQ-WDSKDSINSA-N (2s)-2-[2-[[(1s)-1,2-dicarboxyethyl]amino]ethylamino]butanedioic acid Chemical compound OC(=O)C[C@@H](C(O)=O)NCCN[C@H](C(O)=O)CC(O)=O VKZRWSNIWNFCIQ-WDSKDSINSA-N 0.000 description 1
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 1
- DAFHKNAQFPVRKR-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylpropanoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)C DAFHKNAQFPVRKR-UHFFFAOYSA-N 0.000 description 1
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 1
- IAUGBVWVWDTCJV-UHFFFAOYSA-N 1-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound CCC(S(O)(=O)=O)NC(=O)C=C IAUGBVWVWDTCJV-UHFFFAOYSA-N 0.000 description 1
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- CISIJYCKDJSTMX-UHFFFAOYSA-N 2,2-dichloroethenylbenzene Chemical compound ClC(Cl)=CC1=CC=CC=C1 CISIJYCKDJSTMX-UHFFFAOYSA-N 0.000 description 1
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical group CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
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- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
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- 150000001408 amides Chemical class 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
- 235000019395 ammonium persulphate Nutrition 0.000 description 1
- 239000012874 anionic emulsifier Substances 0.000 description 1
- 230000002528 anti-freeze Effects 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- XNNQFQFUQLJSQT-UHFFFAOYSA-N bromo(trichloro)methane Chemical compound ClC(Cl)(Cl)Br XNNQFQFUQLJSQT-UHFFFAOYSA-N 0.000 description 1
- FMWLUWPQPKEARP-UHFFFAOYSA-N bromodichloromethane Chemical class ClC(Cl)Br FMWLUWPQPKEARP-UHFFFAOYSA-N 0.000 description 1
- SQHOHKQMTHROSF-UHFFFAOYSA-N but-1-en-2-ylbenzene Chemical compound CCC(=C)C1=CC=CC=C1 SQHOHKQMTHROSF-UHFFFAOYSA-N 0.000 description 1
- LOGBRYZYTBQBTB-UHFFFAOYSA-N butane-1,2,4-tricarboxylic acid Chemical compound OC(=O)CCC(C(O)=O)CC(O)=O LOGBRYZYTBQBTB-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- GTZCVFVGUGFEME-IWQZZHSRSA-N cis-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C\C(O)=O GTZCVFVGUGFEME-IWQZZHSRSA-N 0.000 description 1
- 238000001246 colloidal dispersion Methods 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000001054 cortical effect Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- HRKQOINLCJTGBK-UHFFFAOYSA-N dihydroxidosulfur Chemical compound OSO HRKQOINLCJTGBK-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000010556 emulsion polymerization method Methods 0.000 description 1
- ZRWACTCEUKFNFM-UHFFFAOYSA-N ethenyl acetate nonanoic acid Chemical compound C(C)(=O)OC=C.C(CCCCCCCC)(=O)O ZRWACTCEUKFNFM-UHFFFAOYSA-N 0.000 description 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical compound OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 235000012204 lemonade/lime carbonate Nutrition 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- VLCAYQIMSMPEBW-UHFFFAOYSA-N methyl 3-hydroxy-2-methylidenebutanoate Chemical compound COC(=O)C(=C)C(C)O VLCAYQIMSMPEBW-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- 239000010955 niobium Substances 0.000 description 1
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- CBFCDTFDPHXCNY-UHFFFAOYSA-N octyldodecane Natural products CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 229960003330 pentetic acid Drugs 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 229940085991 phosphate ion Drugs 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000570 polyether Chemical group 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229960001866 silicon dioxide Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 1
- BWYYYTVSBPRQCN-UHFFFAOYSA-M sodium;ethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=C BWYYYTVSBPRQCN-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000006557 surface reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 150000007970 thio esters Chemical class 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/004—Reflecting paints; Signal paints
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Road Signs Or Road Markings (AREA)
Abstract
A water-borne road marking paint composition which includes a chelating agent capable of chelating iron ions to form a substantially colorless complex is provided. A road marking produced from the traffic paint of the present invention substantially reduces or prevents yellowing of white road marking from iron and iron compound debris strewn on the road surfaces. A method of reducing or preventing yellowing of a newly-applied road marking on a road surface of a water-borne road marking paint is also disclosed. The method comprises incorporating in the water-borne road marking paint a chelating agent capable of chelating iron ions to form a substantially colorless complex. Further reduction of yellowing of the road marking is observed when a pigment dispersant is incorporated in the water-borne road marking paint.
Description
The present invention is relevant waterborne road marking paints (following be called sometimes " a traffic lacquer "), the jaundice problem that especially relevant described lacquer produces after using on the road surface sometimes.
For guaranteeing that white waterborne road marking paints keeps white and no stain as far as possible for a long time after using, people have carried out big quantity research.Yet, now observed sometimes along aspect the long depth of pavement marking.The white clean surface part that newly is coated with the traffic lacquer of rinsing can become turbid Huang or brown.This dyeing phenomenon is called " jaundice ".Although this phenomenon can not have a strong impact on the visibility of traffic paint usually, not liked by the people from aesthstic angle, particularly because the user of traffic lacquer may think that this to use the lacquer that just turns to be yellow in a couple of days the back be low-quality.
This phenomenon (having noticed the apparent randomness of its appearance) and the fact that occurs yellowing phenomenon soon or do not occur this phenomenon fully after using are not made explanations so far yet.Brush identical traffic paint at twice in same road segment, once just possibility flavescence, another time is then constant.Make us an elusive difficult problem for this, do not find solution so far yet.
We have now established the possible cause that produces this phenomenon, and can propose terms of settlement surprisingly thus.We think that the phenomenon of this jaundice is caused with painting the material reaction in forming by iron, and this reaction produces rust staining in the inside of lacquer in fact, causes jaundice therefrom.Near coating traffic lacquer, there is not tangible source of iron.It is believed that source of iron may be from vehicle or very might be from some component on the road surface that is coated with traffic lacquer, as pitch.When lacquer when not parching fully, it can infiltration water, if humidity is too high or rainy in after therefore using 24 to 48 hours, iron can be penetrated in the lacquer.In case enter in such a way after the enamelled coating, it is believed that water will form yellow or brown rust staining with some paint component reaction then, this rust staining stains paint and causes jaundice.But, if rain is big especially, iron and " rust staining " can be removed yellow thus by flush away.This apparent randomness that needn't rely on its internal factor just to explain above-mentioned phenomenon.
EP-A-34383 I discloses and has been used to protect the surface to avoid outer rust staining contamination, prevents that promptly the external source rust staining from dropping in or falling within lip-deep overpainting.This enamel-cover contains the sequestrant that can form colourless title complex with iron ion reaction in the rust staining.GB2172599A also discloses similar lacquer, and this lacquer contains sequestrant, and it is a polyphosphate pigment.No matter be these two pieces of documents, any other existing disclosure that still this rust-proofing look stains does not mention that all this traffic coats with lacquer existing problem.In fact, prior art is not explained aforementioned jaundice problem, or the hint jaundice is stain relevant with rust staining by any way.
The invention provides and contain the waterborne road marking paints that energy chelated iron ion forms the sequestrant of colourless substantially title complex.Another aspect of the present invention has provided the method that alleviates or prevent the waterborne road marking paints road sign jaundice of new coating on the road surface, and described method is included in and mixes the sequestrant that energy chelated iron ion forms colourless substantially title complex in the described waterborne road marking paints.
" GPC weight-average molecular weight " is meant and utilizes The Characterization ofPolymers[Rohn and Hass Company to publish herein, Philadephia, Pennsylvania, 1967] weight-average molecular weight that the described gel permeation chromatography of I chapter page 4 is measured, mark in wherein doing with polymethylmethacrylate.The GPC weight-average molecular weight can be estimated by theory of computation weight-average molecular weight.In containing the system of chain-transfer agent, theoretical weight-average molecular weight is just simply with the gross weight (is unit with the gram) of the polymerisable monomer value divided by the integral molar quantity gained of chain-transfer agent used in the polymerization process.The estimation more complicated of molecular weight that does not contain the letex polymerization objects system of chain-transfer agent.By the gross weight (is unit with the gram) of mensuration polymerisable monomer and with the product of this weight, can obtain thicker estimated value divided by the molar weight and the efficiency factor (in our persulphate initiator system, the coefficient that we use is approximately 0.5) of initiator.Other data that relevant theoretical molecular calculates can be referring to the Principles of Polymerization[second edition of George Odian, John Wiley and Sons, publish, N.Y., N.Y., 1981] and the Emulsion Polymerization[Aca-demic Press of Irja Pirma publish N.Y., N.Y., 1982].
" dispersed polymeres " is meant colloidal dispersion and stable polymer particle in water medium.
" dissolve polymer " is meant the water-soluble polymers in the water-soluble medium.Add insoluble polymer may and produce the polymers soln that the constant of collection certainly (K) it is characterized by Mooney equation [1/ln η rel=1/BC-K/2.5] equals 0.On the contrary, the K value of dispersed polymeres equals 1.9.About the particular content of Mooney equation is seen what Gordon and Prane edited, in (1973) " Nonpolluting Coatings and Coating Process " book that Plenum Press publishes, disclosed in " Physical Characterization of Water Disperedand Soluble Acrylic Polymers " article of people such as Brendley.
" polymer solids " means the polymkeric substance of dry state, also claims the lacquer base.
Term " (methyl) acrylate " comprises acrylate and methacrylic ester.
" sequestrant " means the ligating atom and the metal that can pass through more than, as the compound of iron phase mutual effect.
" pigment dispersing agent " is meant the material that is used for improving the paint composite colo(u)rant dispersion.It is believed that pigment dispersing agent is attracted on the surface of granules of pigments in the paint composite to increase the negative charge on it.As a result, think to increase the niobium repulsion between granules of pigments, improved the dispersion of granules of pigments in the paint composite thus.
Water-based of the present invention (water-borne) traffic paint comprises one or more dispersed polymeres that is arranged in aqueous medium or dissolve polymers.This base polymer is that this specialty is known.
Preferably disperse or dissolve polymkeric substance in aqueous medium by at least a following monomer polymeric emulsion of copolymerization.In these monomers some is (methyl) alkyl acrylate monomer, as, (methyl) vinylformic acid (C
1-C
20) alkyl ester monomer.Term " (C herein
1-C
20) alkyl " represent that each group comprises the alkyl substituent of 1 to 20 carbon atom.(methyl) vinylformic acid (C that suits
1-C
20) alkyl ester monomer comprises the monomer as vinylformic acid and methacrylic acid, comprise (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) butyl acrylate, (methyl) 2-EHA, (methyl) decyl acrylate, (methyl) vinylformic acid dodecane ester, (methyl) vinylformic acid n-Hexadecane ester, (methyl) vinylformic acid eicosane ester, (methyl) isobornyl acrylate, (methyl) isodecyl acrylate, (methyl) vinylformic acid grease, (methyl) vinylformic acid n-Hexadecane ester, (methyl) vinylformic acid octadecane ester, vinyl ester monomers comprises as vinyl-acetic ester, propionate, new n-nonanoic acid vinyl acetate, caproic acid vinyl-2-ethyl ester, new vinyl acetate acid, the alkanecarboxylic acid vinyl acetate that side chain is arranged, or their mixture, suitable vinyl monomer comprises as vinyl halides, preferred vinylchlorid, vinylidene halide, preferred vinylidene chloride, or their various mixtures.Suitable vinyl aromatic monomer comprises as one or more polymerisable vinyl aromatic (co) hydrocarbon compound and their mixture, and comprise vinylbenzene, the vinylbenzene that alkyl replaces, as alpha-methyl styrene, α-ethyl styrene, p-methylstyrene and vinyl-dimethyl benzene, halogenated styrenes, as chloro-styrene, bromstyrol and dichlorostyrene, have one or more nonactive substituent vinylbenzene on other benzene nucleus, vinyl naphthalene or their various mixtures.Suitable neutral monomer comprises as one or more monomers; resemble vinyl cyanide; acrylamide; the AAM monomer; hydroxyalkyl (methyl) acrylate monomer; as acetoacetoxy ethyl (methyl) acrylate, (methyl) Hydroxyethyl acrylate, (methyl) Propylene glycol monoacrylate and the isomer of (methyl) vinylformic acid hydroxy butyl ester or their various mixtures.
If desired, the described polymkeric substance that disperses or dissolves further comprises 0.5% to 20.0%, preferred 5% to 15% the monomer that contains sour official's degree, and all per-cents all refer to the weight percentage by polymer solids and gross weight.
The acid functionality is produced by one or more monoene of bonding unsaturated carboxylic acid monomers in the monomer mixture, for example this class monomer such as vinylformic acid, methacrylic acid, methylene-succinic acid, Ba Dousuan, equisetic acid, atropic acid, toxilic acid, maleic anhydride, fumaric acid, vinyl benzoic acid, the half ester of ethylene linkage type unsaturated dicarboxylic acid, the half amide of ethylene linkage type unsaturated dicarboxylic acid and their various mixtures.Other proper monomer comprises one or more following compounds: the methylene-succinic acid mono ethyl ester, monomethyl ester, monomethyl ester, acrylamido propane sulfonic acid ester, vinyl sulfonic acid sodium, 2-acrylamido-2-methyl propane sulfonic acid, phosphoric acid 2-methacrylic acid group ethyl ester (MOP) and phospho ethyl (methyl) acrylate, preferably comprise the monomer of monoene of bonding unsaturated carboxylic acid and more preferably vinylformic acid, methacrylic acid and their mixture.
More above-mentioned traffic lacquer can further comprise polyfunctional amine, and they are polymerized as dimethylamino-propyl Methacrylamide ， oxazolidine ethyl-methyl acrylate and dimethylaminoethyl methacrylic ester by one or more.The sequence number that a kind of like this composition has been disclosed on November 14th, 1994 registration be 08/340,461 and denomination of invention in the U.S. Patent application of the common transfer of " SHELF STABLE FAST CURE AQUEOUS COATING " (this application is authorized to).If desired, comprise the polymkeric substance that disperses or dissolves of amine modification, or the binding substances of the adulterant that disperses or dissolves polymkeric substance and polyfunctional amine of amine modification or described adulterant and amine modified latex caking agent, preferably with the equal proportion combination.Adulterant comprises 0 to 20%, and is preferred 0.5 to 10, and 2 to 5% polyfunctional amine more preferably, all per-cents all are weight percentage and based on adulterant solid gross weight.
Polymerization process generally causes with conventional free-radical initiator, as, hydrogen peroxide, tertbutyl peroxide, ammonium persulphate and alkali metal persulphate, its typical amounts is 0.05% to 3.0% by weight, all wt per-cent is all based on whole monomeric weight.Use identical initiator and with suitable reductive agent such as S-WAT, sodium bisulfite and saccharosonic acid (isoscorbic arid) bonded redox system can similar quantity be used.
The amount of used chain-transfer agent should guarantee to obtain effectively required GPC weight-average molecular weight.For regulating the molecular weight of formed polymkeric substance, suitable chain-transfer agent comprises well-known halo-organic compound, as carbon tetrabromide and two bromodichloromethanes; Sulfocompound as alkanethiol, comprises sulfur alcohol, butyl sulfhydryl, the Thiovanic acid tert-butyl ester and ethyl ester, and sweet-smelling thioalcohol; Or various other has in polymerization process easily the organic compound of the hydrogen atom that is seized by free radical.In addition suitable chain-transfer agent or chain transfer component include, but is not limited to the thiohydracrylic acid butyl ester; The thiohydracrylic acid isooctyl acrylate; Bromofom; Bromo-trichloromethane; Tetracol phenixin; Alkyl sulfhydryl, as the 1-dodecyl mercaptans, uncle's dodecyl mercaptans, and n-Hexadecane mercaptan; The Thiovanic acid alkyl ester is as the Thiovanic acid butyl ester; Isooctyl mercaptoacetate and Thiovanic acid dodecane ester; Thioesters; Or their binding substances.Preferred mercaptan.
When using dispersion of polymer particle, the polymer beads size is by the amount control of the conventional surfactants that is added in the emulsion polymerization process.Conventional surfactants comprises negatively charged ion, nonionic emulsifying agent or their binding substances.Typical anionic emulsifier comprises the salt of fatty rosin and naphthenic acid, the lower molecular weight condensation product of naphthene sulfonic acid and formaldehyde, carboxylic acid polyalcohol and multipolymer with suitably hydrophilic-lipophile balance, the alkali metal salts or ammonium salt of alkylsurfuric acid, alkylsulphonic acid, alkyl phosphonic acid, lipid acid, and oxyethylation alkylphenol sulfate and phosphoric acid salt.Typical nonionic emulsifying agent comprises alkylphenol ethoxylate, polyvinyl alcohol, polyxyethylated alcohol, amine polyoxyethylene glycol condenses, many oxyethyl groups of modification adducts, long-chain carboxylic acid's ester, modification terminal alkyl aryl ether, and alkyl, polyether alcohol.The exemplary surfactants amount ranges by whole monomeric gross weights between 0.1 to 6%.
If desired, dispersed polymeres can comprise the multistage polymer beads with two-phase or multiphase different geometries, and as nuclear/shell or nuclear/cortical granule, shell not exclusively wraps up the nuclear/shell particle of nuclear mutually, has the nuclear/shell particle of multiple nuclear and ipn particle.Under all these situations, the inside of the long-pending and polymer beads occupied by at least a foreign minister of particulate most surfaces is by mutually occupied at least a.By the particulate gross weight, the foreign minister of multistage polymer beads weighs 5% to 95%.Each level for multistage polymer beads preferably has different Tg usually.If desired, every grade of these multistage polymer beads can have different GPC weight-average molecular weight, as US-4, and disclosed multistage polymer beads composition in 916,171.
The multistage polymer beads of dispersed polymeres can be by the preparation of conventional emulsion polymerization method, and wherein different two-stages at least forms by orderly fashion in the composition.A kind of like this method causes forming at least two kinds of polymer compositions usually.Each of multistage polymer beads grade can comprise identical chain-transfer agent, tensio-active agent, as top disclosed those.The emulsion polymerization technology that is used to prepare this multistage polymer beads is well known in the art and sees as US-4, and is disclosed in 325,856,4,654,397,4,184,373 and 4,916,171.
The applicant is unexpected to find to mix that sequestrant can significantly reduce or the iron that prevents to be dispersed on the road surface forms " rust staining " compound with the lacquer surface reaction in waterborne road marking paints, and this just compound causes the jaundice effect.As a result, the traffic of coating lacquer surface can keep white basically under different transportation conditions.The applicant utilizes the test of the effect of the simulation iron that copperas solution carries out to confirm the validity of this method.The traffic enamel-cover contains 0.1% to 5%, preferred 1% to 3% sequestrant, and all per-cents all refer to the weight percent based on the polymer solids gross weight.
Some sequestrant that is suitable for the present invention's use comprises aminocarboxylic acid, as ethylenediamine tetraacetic acid (EDTA), nitrilotriacetic acid(NTA), diethylene triaminepentaacetic acid(DTPA), hydroxyethylethylene diamine tri-acetic acid, dihydroxy ethyl glycine, hydroxyethyl Diglycocol, ethylenediamine disuccinic acid, iminodiethanoic acid and their ammonium salt and an alkali metal salt; Phosphono-carboxylic acids, as 2-phosphinylidyne butane-1,2,4-tricarboxylic acid and ammonium salt thereof and an alkali metal salt; Phosphonic acids and aminophosphonic acid and their ammonium salt and an alkali metal salt, as 1-hydroxy ethylene-1,1-bis phosphoric acid, amino three (methylene phosphonic acids), diethylenetriamine five (methylene phosphonic acid), hexamethylenediamine four (methylene phosphonic acid); Tripolyphosphate and ammonium salt thereof and an alkali metal salt; Tetra-sodium and ammonium salt thereof and an alkali metal salt; Hexa metaphosphoric acid and ammonium salt thereof and an alkali metal salt; Organic acid, as fumaric acid, citric acid, oxalic acid, methylene-succinic acid, Ba Dousuan, toxilic acid, and their ammonium salt and an alkali metal salt; Derovatives, as 2, the divalent zinc salt of 4-diacetylmethane, hydroxamic acid; Can discharge the phosphate ion of pigment and the glass of polyphosphate, as among the EPO343831 A1 disclosed those; And the various combinations of aforementioned sequestrant.
Preferred sequestrant comprises the ammonium salt and an alkali metal salt of phosphoric acid, or phosphonic acids (is loaded with one or more PO (OH)
2The compound of group) and ethylenediamine tetraacetic acid (EDTA).Preferred especially Amino Trimethylene Phosphonic Acid, (Saint Louis Missouri) produces, with DEQUEST Monsanto Chemical Company
2000 trade(brand)names are sold.
Traffic lacquer of the present invention further comprises ordinary white pigment, preferred titanium dioxide, and its concentration is 5 to 20%, and between preferred 6 to 16% scopes, all per-cents are the weight percent based on composition total weight.Some white pigment that is suitable for using in traffic lacquer of the present invention comprises those E.I.du Pont and Company, Incorporated, and the commodity that Wilmington, Delaware provide are called Ti Pure
Titanium dioxide white pigment.Another family's trade(brand)name is TITAN
TMThe titanium dioxide production producer of TR 92 Titanium dioxide is Tioxide, Cleveland, United Kingdom.
If desired, described traffic lacquer can comprise 0.25% to 2% pigment dispersing agent, is used for jointly further preventing with 0.25% to 3% sequestrant or alleviates traffic lacquer target turning to be yellow, and all per-cents all refer to the weight percent based on the polymer solids gross weight.Some suitable pigment dispersing agents comprise polymerization of carboxylic acid and ammonium salt and an alkali metal salt.Some suitable polymerization of carboxylic acid comprise polyacrylic acid, polymethyl acrylic acid, the multipolymer of (methyl) vinylformic acid and toxilic acid, all they generally all have 4000 to 10,000 weight-average molecular weight.Some other suitable surface of pigments promoting agents comprise (methyl) vinylformic acid and polar compound, as hydroxyethyl methylacrylate, and with the multipolymer of non-polar compound such as butyl methacrylate; And the reaction product of maleic anhydride and diisobutylene.Preferred polymethyl acrylic acid and ammonium salt and an alkali metal salt.
Water-based traffic lacquer of the present invention generally comprises filler, as lime carbonate, and talcum, silicon-dioxide, and be the solid glass pearl sometimes; Film forming and antifreeze solvent.If desired, water-based traffic enamel-cover of the present invention contains additive, as tensio-active agent, and biocides and thickening material.
The invention still further relates to the method that alleviates or prevent from newly to be coated with the road sign jaundice on the road surface of waterborne road marking paints, this method is included in and mixes the sequestrant that can the chelated iron ion forms colourless substantially title complex in the waterborne road marking paints.This method further is included in and mixes the pigment dispersing agent that can be used for further alleviating or preventing above-mentioned new coating road sign jaundice in the described waterborne road marking paints.The inventive method plans to mix sequestrant or to utilize conventional spreading implement in the traffic lacquer, as the spray equipment that flows, mixes sequestrant be coated with traffic lacquer road sign on road surfaces after.After above-mentioned coating traffic lacquer road sign, when taking advantage of road sign still for hygrometric state, sequestrant can routinely as be applied to above the road sign by spraying.On road sign, apply granulated glass sphere has the enhanced visibility with generation reflector marker when taking advantage of the traffic lacquer if desired still for hygrometric state.The inventive method also further related to before the reflecting glass pearl and the mixture of sequestrant are applied to wet road sign and they can be mixed earlier.
Embodiment
Embodiments of the invention 1 to 5 are based on following prescription:
Table 1
Component embodiment 1 and 4 embodiment, 3 embodiment 2 and 5
Weight (g/ liter) weight (g/ liter) weight (g/ liter)
Lacquer connects agent
1487.0 487.0 487.0
Pigment 8.4 0.0 8.4
Dispersion agent
2
Sequestrant
30.0 24.3 24.3
Non-silicone 4.0 4.0 4.0
Defoamer
4
Water 69.0 53.1 44.7
Titanium dioxide 265.0 265.0 265.0
Pigment
5
5 micro-calcium carbonates
6394.0 394.0 394.0
10 micro-calcium carbonates
7394.0 394.0 394.0
Said components is mixed 20 minutes to smooth, adds following component then, finishes the preparation of embodiment 1 to 5
Table 2
Component embodiment 1-5
Weight (g/ liter)
Freeze molten stablizer
826.0
Coalescing agent
923.0
Water 10.0
Alkali
100.2
The non-silicone defoamer
41.0
Water 25.0
Amount to 1718.0
Component is described as follows described in the above-mentioned table 1 and 2:
1 is Rohm and Haas Company (Philadelphia, Pennsylvania) PRIMAL of Chaning
E-2706 (50%) polymer emulsion.
2 is Rohm and Haas Company, Philadelphia, Pennsylvania, the OROTAN of product
901 (30%) pigment dispersing agents.
3 for by mixing 45 gram water and 15g 28% ammonia solutions, adds 40 gram DE-QUEST then
2000 (50% concentration) obtain PH9.5 and the sequestrant prepared.Ammonia is not as just producing suitable neutralizing effect not according to last adding above-mentioned.
4 is the DREW that Drew Ameroid Nederland B.V. (TriathlonStasse 33,3078HX Rotterdam, The Netherlands) produces
TMTG 4250 non-silicone defoamers.
5 is Tioxide, West Site, Haverton Hill Road, Billingham, Cleve-land TS23 IPS, United Kingdom, the TITAN of product
TMTR 92 titanium dioxide white pigment.
6 is Omya, Pluess-Stauffer AG, CH-4665 Offringen, Switzer-land, the DURCAL of production
TM5 fillers.
7 is Omya, Pluess-Stauffer AG, CH-4665 Offringen, Switzer-land, the DURCAL of product
TM10 fillers.
8 is ethanol.
9 is Eastman Chemical Co., Kingsport, Tennessee, the TEX-ANOL of product
Coalescing agent.
10 is the ammonia that is used to regulate prescription pH value to 9.5.
The lacquer of balance embodiment 1 to 51 day.
At the glass surface coating thickness is the lacquering of 380 microns embodiment 1 to 3, makes its dry 1 hour, then at 10 FeSO of coatingsurface coating
4Solution (3g FeSO
47H
2O, 1997g water, 6 25% sulfuric acid) simulation iron is to the jaundice influence of traffic marker.Then in coating drying visual control afterwards jaundice situation.It is described to the results are shown in following table 3:
Table 3
Embodiment sequestrant pigment dispersing agent is jaundice situation jaundice situation after 16 hours after 2 hours
1 nothing has yellow
2 have adularescent white
3 have or not the canescence canescence
As can be seen from Table 3, when use contains combination of chelating agents thing (embodiment 3) in the traffic lacquer, do not compare, do not observe tangible jaundice situation with conforming to combination of chelating agents thing (embodiment 3).Yet when not only containing sequestrant in the composition but also containing pigment dispersing agent (embodiment 2), compare said composition even can further alleviate the jaundice situation of coating with embodiment 3.
Preparation road sign (being also referred to as test face) is also pressed ASTM D 713-90 coating.Utilization is portable lacquer fringe machine (the Walk behined that advances automatically in the back, self-propelled Stripingmachine) [model: LT20, CMC produces (Ccmo, Italy)] become horizontal direction in traffic flow on bituminous pavement, i.e. the direction of quadrature traffic flow spraying hygrometric state thickness is 450 microns the embodiment 4 and the road sign of 5 lacquer.With the reason that becomes horizontal direction spray test face with traffic flow is for by increasing the quantity of test face space vehicle, accelerates the degraded of the test face (this face is defined as " wheel face district ") that test face, particularly vehicle tyre the most often pass through.After they are applied to road surface 106 days, utilize the jaundice situation of portable three excitation colourimeter [Minol-ta Camera Company Limited (Japan) production] viewing test faces.Chromatism measurement is seen described in the ASTM E-1347 " Color and Color-Difference Measure-ment by Tristimulus (Filter) Colorimetry ".b
*Value sees that the ASTM E-284 " Standard Terminology of Appearance " in the CIELAB aberration is interior described.Utilize CIE1976 L
*a
*b
*The opposition colour code calculates aberration, wherein b
*It is positive and negative aspect blue look to be marked on yellow aspect.b
*The opposition colour code is also shown in " Principles ofColor Technology, Ind Edition " [Fred W Billmeyer, Jr., John Wiley; Sons, 1981] described in." b
*The value " expression viewed yellowing observed value.b
*The appearance of the traffic lacquer that is coated with on the high more expression of the value road surface is just yellow more.b
*The white surface of the new spraying of value 3 expressions.b
*Value 8 or lower b
*The acceptable traffic lacquer of value representation yellowing.Table 4 has been enumerated the b by embodiment 4 and 5 prepared road signs
*Value.
Table 4
Embodiment b
*Value
4 9.4
5 6.4
According to last table 4, compare with the made road sign of the traffic coating compositions (embodiment) that does not contain sequestrant as can be seen, after prolongation is exposed in the transportation condition, can provide acceptable yellowing result by traffic coating compositions (embodiment) the 5 made road signs that contain sequestrant.
Claims (9)
1. waterborne road marking paints comprises that lacquer base and a kind of energy chelated iron ion form the sequestrant of colourless substantially title complex, and described sequestrant comprises a kind of material, is selected from phosphono-carboxylic acids or its ammonium or an alkali metal salt; Phosphonic acids or its ammonium or an alkali metal salt; Aminophosphonic acid or its ammonium or an alkali metal salt; Tripolyphosphate or its ammonium or an alkali metal salt; Tetra-sodium or its ammonium or an alkali metal salt; Hexa metaphosphoric acid or its ammonium or an alkali metal salt; 2, the derovatives of 4-diacetylmethane; Different-hydroximic acid; And above-mentioned combination of chelating agents.
2. according to the traffic paint of claim 1, wherein aminophosphonic acid is selected from amino three (methylene phosphonic acids), diethylenetriamine five (methylene phosphonic acid) and hexamethylene-diamine four (methylene phosphonic acid).
3. according to the traffic paint of claim 1, can chelated iron ionic sequestrant be amino-three-methylene phosphonic acid and ammonium or an alkali metal salt wherein.
4. according to the traffic paint of claim 1, wherein the gross weight with described lacquer base is a benchmark, and described enamel-cover is drawn together the described sequestrant of 0.1-5% weight.
5. according to the traffic paint of claim 1, further comprise a kind of pigment dispersing agent.
6. according to the traffic paint of claim 1, further comprise a kind of white pigment.
7. according to the traffic paint of claim 1, wherein can chelated iron ionic sequestrant comprise having a PO (OH)
2The compound of base or EDTA.
8. according to the traffic paint of claim 1, wherein further contain a kind of material, be selected from the polymkeric substance and the combination thereof of polyfunctional amine, amine modification dispersion or solubilization.
9. according to the traffic paint of claim 1, wherein said polyfunctional amine is by a kind of monomer polymerization, and described monomer is selected from dimethylamino-propyl Methacrylamide, oxazolidinylethyl methacrylate, dimethylaminoethyl methacrylate or its combination.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07663 | 1995-06-26 | ||
| FR9507663A FR2735782A1 (en) | 1995-06-26 | 1995-06-26 | ROAD SIGN PAINT AND METHOD FOR PREVENTING YELLOWING |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1150961A CN1150961A (en) | 1997-06-04 |
| CN1082985C true CN1082985C (en) | 2002-04-17 |
Family
ID=9480398
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN96108764A Expired - Lifetime CN1082985C (en) | 1995-06-26 | 1996-06-25 | Method of reducing yellowing of waterborne road marking paints and composition used therein |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0751191B1 (en) |
| JP (2) | JP4426653B2 (en) |
| CN (1) | CN1082985C (en) |
| BR (1) | BR9602878A (en) |
| CA (1) | CA2179576A1 (en) |
| DE (1) | DE69614047T2 (en) |
| FR (1) | FR2735782A1 (en) |
| NZ (1) | NZ286862A (en) |
| SG (1) | SG52808A1 (en) |
| TW (1) | TW377371B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE138209T1 (en) * | 1988-11-10 | 1996-06-15 | Somar Corp | MASK FILM |
| US6107436A (en) * | 1998-10-05 | 2000-08-22 | 3M Innovative Properties Company | Polyfunctional polymer |
| US6350823B1 (en) | 1998-10-05 | 2002-02-26 | 3M Innovative Properties Company | Pavement marking composition |
| DE10138127A1 (en) | 2001-08-03 | 2003-02-27 | Henkel Kgaa | Binder component for surface coating agents with improved adhesive properties |
| US20030124330A1 (en) * | 2001-12-27 | 2003-07-03 | Hector Belmares | Stain resistant acoustical panels |
| CA3075947C (en) * | 2017-10-09 | 2023-05-09 | Owens Corning Intellectual Capital, Llc | Aqueous binder compositions |
| CN108250851B (en) * | 2018-01-25 | 2020-06-09 | 哈尔滨拓百世环保涂料有限公司 | Asphalt coiled material sulfide isolation primer and preparation method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1038116A (en) * | 1988-05-16 | 1989-12-20 | 国际公用装饰有限公司 | Coating |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1082051A (en) * | 1964-02-26 | 1967-09-06 | Sulphur Inst | Improvements in or relating to highway marking composition |
| DE1946477C3 (en) * | 1969-09-13 | 1975-08-28 | Borchers Ag Gebr | Use of acidic phosphoric acid esters as a means of preventing the discoloration of paints containing siccatives |
| NO914208L (en) * | 1990-10-26 | 1992-04-27 | Buckman Labor Inc | PROCEDURE FOR AA REDUCEING OR PREVENTING DENTAL INFLUENCES ON A SURFACE, USING A COMPLEXING AGENT FOR A TRANSITION METAL ION, AND PREPARATIONS CONTAINING SUCH A COMPLEXING |
-
1995
- 1995-06-26 FR FR9507663A patent/FR2735782A1/en not_active Withdrawn
-
1996
- 1996-06-13 DE DE69614047T patent/DE69614047T2/en not_active Expired - Lifetime
- 1996-06-13 EP EP96304411A patent/EP0751191B1/en not_active Expired - Lifetime
- 1996-06-14 SG SG1996010072A patent/SG52808A1/en unknown
- 1996-06-20 CA CA002179576A patent/CA2179576A1/en not_active Abandoned
- 1996-06-21 NZ NZ286862A patent/NZ286862A/en unknown
- 1996-06-24 BR BR9602878A patent/BR9602878A/en not_active Application Discontinuation
- 1996-06-25 CN CN96108764A patent/CN1082985C/en not_active Expired - Lifetime
- 1996-06-26 JP JP18428096A patent/JP4426653B2/en not_active Expired - Lifetime
- 1996-07-24 TW TW085109008A patent/TW377371B/en active
-
2008
- 2008-01-09 JP JP2008002665A patent/JP2008121021A/en not_active Withdrawn
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1038116A (en) * | 1988-05-16 | 1989-12-20 | 国际公用装饰有限公司 | Coating |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0751191B1 (en) | 2001-07-25 |
| DE69614047D1 (en) | 2001-08-30 |
| JP4426653B2 (en) | 2010-03-03 |
| EP0751191A3 (en) | 1997-12-10 |
| TW377371B (en) | 1999-12-21 |
| SG52808A1 (en) | 1998-09-28 |
| CA2179576A1 (en) | 1996-12-27 |
| JPH09118840A (en) | 1997-05-06 |
| BR9602878A (en) | 1998-04-22 |
| CN1150961A (en) | 1997-06-04 |
| JP2008121021A (en) | 2008-05-29 |
| DE69614047T2 (en) | 2001-11-29 |
| EP0751191A2 (en) | 1997-01-02 |
| NZ286862A (en) | 1997-06-24 |
| FR2735782A1 (en) | 1996-12-27 |
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